JP2022025045A - Perfume composition - Google Patents

Abstract

To provide a perfume composition that is obtained by screening a candidate material of a stink suppression material among test materials by using an olfactory receptor exhibiting response to a stink cause material and having a stink suppression effect of reducing unpleasantness of the stink.SOLUTION: A perfume composition containing a perfume component that contains an amino acid sequence having identity of at least 80% with OR2L3, and an amino acid sequence that OR2L3 has, and suppresses response strength to a stink causing material of at least one kind of the olfactory receptor polypeptide selected from the group consisting of polypeptides exhibiting responsiveness to the stink causing material. According to a preferable aspect of the present invention, the unpleasantness caused by at least one kind of stink selected from the group consisting of feces odor, body odor, tobacco odor, bad breath, and musty odor can be reduced.SELECTED DRAWING: Figure 1

Description

The present invention relates to a fragrance composition containing a fragrance component that suppresses malodor. The present invention also relates to a product containing the fragrance composition and a method for suppressing a bad odor.

In recent years, with the diversification of consumer tastes and the diversification of living environments, the number of people who are sensitive to the odors and stinks around them is increasing.
Typical causative substances of unpleasant odors in living spaces include skatole and indole contained in body odor, fecal odor, putrefactive odor and the like (Patent Document 1).

As a selective deodorizing technique for these malodors, the possibility of a deodorizing method based on an antagonism mechanism that searches for olfactory receptors that respond to specific odor substances and suppresses their activation with specific substances has become clear. ing. OR2W1, OR5P3, OR5K1, and OR8H1 are disclosed as olfactory receptors that respond to skatole or indole, which are malodor-causing substances, and it is described that skatole odor and indole odor can be suppressed by suppressing the response of these olfactory receptors. (Patent Document 2).

This conventional means is said to specifically suppress the recognition of stinks by inhibiting the olfactory receptors that respond to skatole or indole with specific odor molecules. However, its deodorizing effect was sensuously insufficient. Furthermore, since many olfactory receptors are present in mammals, it is continuously desired to identify olfactory receptors for odor molecules.

Japanese Unexamined Patent Publication No. 2008-036434 Japanese Unexamined Patent Publication No. 2012-250958

Nature Communications 10: 209 (2019)

Many of the olfactory receptors whose responses to skatole and indole have been disclosed are Broadly Tuned olfactory receptors, and it was unclear and unknown which olfactory receptors characterize malodor recognition. .. Also, no olfactory receptors that clearly respond to α-terpineol, 4-turpineol and p-methylacetophenone have been known so far. Under these circumstances, we searched for olfactory receptors that respond to malodor-causing substances such as skatole, indole, α-terpineol, 4-turpineol, and p-methylacetophenone, and efficiently selected candidate substances for the malodor suppressing materials. It is desired to provide a method for screening, and a fragrance composition having an odor suppressing effect for reducing the unpleasant odor.
According to a preferred embodiment, the present invention is a method for screening a stink-suppressing material selected from the group consisting of skatole odor, indole odor, α-turpineol odor, 4-turpineol odor, and p-methylacetophenone odor, and fecal odor. , A stink-suppressing composition that reduces the discomfort of at least one of body odor, tobacco odor, halitosis, and musty odor.

As a result of diligent studies to solve the above problems, the present inventor succeeded in newly identifying olfactory receptors that respond to each of skatole, indole, α-turpineol, 4-turpineol, and p-methylacetophenone. did. The present inventor further studies, and by using these olfactory receptors, it is possible to evaluate and select a material for suppressing fecal odor, body odor, tobacco odor, halitosis, or musty odor by the masking effect of the olfactory receptor antagonist. It was found that the antagonist candidate compound group that suppresses the response of OR2L3 has an excellent effect of suppressing the discomfort of at least one of fecal odor, body odor, tobacco odor, halitosis, and musty odor. Even more surprisingly, by using a specific component in the fragrance group that does not suppress the response of OR2L3, at least one of more excellent fecal odor, body odor, tobacco odor, halitosis, or musty odor is used. We found a suppressive effect.

That is, the present invention provides a fragrance composition shown below, a product containing the fragrance composition, and a method for suppressing a bad odor.
[1] At least one sensory receptor selected from the group consisting of a polypeptide containing OR2L3 and an amino acid sequence having at least 80% identity with the amino acid sequence of OR2L3 and exhibiting responsiveness to a stink-causing substance. A fragrance composition containing a fragrance component that suppresses the response intensity of the body polypeptide to the substance that causes the malodor.
[2] The fragrance according to the above [1], which suppresses a malodor composed of at least one malodor-causing substance selected from the group consisting of skatole, indole, α-turpineol, 4-turpineol, and p-methylacetophenone. Composition.
[3] The fragrance composition according to the above [1] or [2], wherein the malodor is at least one selected from the group consisting of fecal odor, body odor, tobacco odor, halitosis, and musty odor.
[4] Any of the above [1] to [3], which is for suppressing at least one selected from the group consisting of skatole odor, indole odor, α-turpineol odor, 4-turpineol odor, and p-methylacetophenone odor. The fragrance composition according to item 1.
[5] The fragrance composition according to any one of the above [1] to [4], wherein the fragrance component contains at least one selected from the group consisting of the following groups A.
Group A: Methylfencol, 3-mercapto-2-methylbutyrate ethyl, dimethyl-2- (1-phenylethyl) cyclopropylmethanol, 5-cyclohexadecenenone, 1- (2,2,6-trimethylcyclohexyl) hexane -3-ol, 2-methyl-4- (2,2,3-trimethyl-3-cyclopentenyl) -2-buten-1-ol, p-mentor-8-thiol-3-one, cardamon oil, clary sage The fragrance composition according to the above [5], wherein the fragrance component of oil, mandarin oil, and sparemint oil [6] further contains at least one selected from the group consisting of the following group B.
Group B: Methyl-2-noninoate, p-menta-1,8-dien-7-ar, 2-phenylpropanol, ethylamylketone, cis-2-methyl-4-propyl-1,3-oxatian, hexane Ethyl acid, ethyl 2-methylvalerate, tetrahydro-4-methyl-2- (2-methylpropenyl) -2H-pyran, (2S, 4R) -tetrahydro-4-methyl-2- (2-methylpropenyl)- 2H-pyran, allyl hexaneate, isoamyl acetate, 3-methyl-2- (cis-2-pentenyl) -2-cyclopenten-1-one, cis-3-hexenyl acetate, prenyl acetate, 2-methoxynaphthalene, cis- 3-Hexen-1-ol, ethyl isovalerate, grapefruit oil, chamomile oil, lime oil, galvanum oil, citronella oil, peppermint oil, eucalyptus oil, nutmeg oil, coriander oil [7] A fragrance component of group A is 0. The fragrance composition according to the above [6], which contains 0.0001 to 50% by mass and 0.0001 to 50% by mass of the fragrance component of Group B.
[8] A product containing 0.01 to 100% by mass of the fragrance composition according to any one of the above [1] to [7].
[9] The fragrance composition according to any one of [1] to [7] above, for at least one stink selected from the group consisting of fecal odor, body odor, halitosis, halitosis, and musty odor. A method for suppressing at least one malodor selected from the group consisting of fecal odor, body odor, tobacco odor, halitosis, and musty odor, which comprises applying and suppressing malodor.

Further, as one embodiment, the present invention provides a fragrance composition shown below, a product containing the same, and a method for suppressing a bad odor.
[1] A fragrance composition comprising OR2L3 and a fragrance component that suppresses the response intensity to at least one olfactory receptor polypeptide selected from the group having at least 80% identity in the amino acid sequence thereof. thing.
[2] The fragrance composition according to [1], which suppresses a malodor composed of at least one selected from skatole, indole, α-turpineol, 4-turpineol, and p-methylacetophenone.
[3] The fragrance composition according to [2], wherein the malodor is at least one selected from fecal odor, body odor, tobacco odor, halitosis, and musty odor.
[4] The fragrance composition according to [1], which is for suppressing at least one selected from skatole odor, indole odor, α-turpineol odor, 4-turpineol odor, and p-methylacetophenone odor.
[5] The fragrance composition according to any one of [1] to [4], wherein the fragrance component contains at least one selected from the following group A.
Group A: Methylfencol, 3-mercapto-2-methylbutyrate ethyl, dimethyl-2- (1-phenylethyl) cyclopropylmethanol, 5-cyclohexadecenenone, 1- (2,2,6-trimethylcyclohexyl) hexane -3-ol, 2-methyl-4- (2,2,3-trimethyl-3-cyclopentenyl) -2-buten-1-ol, p-mentor-8-thiol-3-one, cardamon oil, clary sage An fragrance composition comprising, in addition to the fragrance composition according to oil, mandarin oil, and sparemint oil [6] [5], at least one selected from the following group B.
Group B: Methyl-2-noninoate, p-menta-1,8-dien-7-ar, 2-phenylpropanol, ethylamylketone, cis-2-methyl-4-propyl-1,3-oxatian, hexane Ethyl acid, ethyl 2-methylvalerate, tetrahydro-4-methyl-2- (2-methylpropenyl) -2H-pyran, (2S, 4R) -tetrahydro-4-methyl-2- (2-methylpropenyl)- 2H-pyran, allyl hexaneate, isoamyl acetate, 3-methyl-2- (cis-2-pentenyl) -2-cyclopenten-1-one, cis-3-hexenyl acetate, prenyl acetate, 2-methoxynaphthalene, cis- Group A according to 3-hexen-1-ol, ethyl isovalerate, grapefruit oil, chamomile oil, lime oil, galvanum oil, citronella oil, peppermint oil, eucalyptus oil, nutmeg oil, coriander oil [7] [5]. , 0.001 to 50% by mass, and 0.001 to 50% by mass of Group B according to [6].
[8] A product comprising 0.01 to 30% by mass of the fragrance composition according to any one of [1] to [7].
[9] The fragrance composition according to any one of [2] to [7] is used for at least one stink selected from fecal odor, body odor, tobacco odor, halitosis, and musty odor. A method for suppressing at least one type of stink selected from fecal odor, body odor, tobacco odor, bad breath, and musty odor.

By using the method of the present invention, candidate substances for skatole odor, indole odor, α-turpineol odor, 4-turpineol odor, and p-methylacetophenone odor suppressing material can be screened. The screening method of the present invention is expected to contribute to the development of materials for suppressing skatole odor, indole odor, α-turpineol odor, 4-turpineol odor, and p-methylacetophenone odor.
In addition, evaluating the odors of a large number of candidate substances using only the human sense of smell in order to develop new fragrance materials has problems of olfactory fatigue and individual differences, and it is difficult to appropriately select candidate substances. However, according to the method of the present invention, such a problem can be solved or alleviated.
Further, an antagonist candidate compound group containing an amino acid sequence having at least 80% identity with the amino acid sequence of OR2L3 or OR2L3 and suppressing the response of the polypeptide showing responsiveness to the malodor-causing substance, and conventional fragrances and the like. When used in combination with the specific compound group used as, it is possible to provide an excellent odor suppressing effect as compared with using only the antagonist candidate compound group.

It is a figure which shows the measurement result of the response of the olfactory receptor OR2L3 to skatole. It is a figure which shows the measurement result of the response of the olfactory receptor OR2L3 to indole. It is a figure which shows the measurement result of the response of the olfactory receptor OR2L3 to α-terpineol. It is a figure which shows the measurement result of the response of the olfactory receptor OR2L3 to 4-terpineol. It is a figure which shows the measurement result of the response of the olfactory receptor OR2L3 to p-methylacetophenone. It is a figure which shows the response inhibitory effect of the olfactory receptor OR2L3 to skatole by the addition of Guavacoa (registered trademark). It is a figure which shows the response inhibitory effect of the olfactory receptor OR2L3 to skatole by the addition of dextran bar (registered trademark). It is a figure which shows the response suppressing effect of the olfactory receptor OR2L3 to skatole by the addition of Hinginol (registered trademark). It is a figure which shows the response inhibitory effect of the olfactory receptor OR2L3 to indole by the addition of Guavacoa (registered trademark). It is a figure which shows the response inhibitory effect of the olfactory receptor OR2L3 to indole by the addition of dextran bar (registered trademark). It is a figure which shows the response suppressing effect of the olfactory receptor OR2L3 to indole by the addition of Hinginol (registered trademark).

Hereinafter, the screening method used in the present invention will be described, and then the fragrance composition and the method for suppressing stinks of the present invention will be specifically described.

1. 1. Screening method The screening method used in the present invention is a method of screening a candidate substance for a stink-suppressing material from among the test substances by using the olfactory receptor OR2L3 which is responsive to the stink-causing substance.
(I) Olfactory receptors selected from the group consisting of OR2L3 and proteins (polypeptides) containing an amino acid sequence having 80% or more identity with the amino acid sequence of OR2L3 and exhibiting responsiveness to malodor-causing substances. The process of contacting the body (olfactory receptor polypeptide) with a malodor-causing substance and measuring the response of the olfactory receptor to the malodor-causing substance,
(Ii) The step of measuring the response of the olfactory receptor used in step (i) in the absence of the malodor-causing substance, and
(Iii) A step of comparing the measurement results in the steps (i) and (ii) and calculating the change value of the responsiveness, and a step of obtaining the change value.
(Iv) In the step (i), the test substance is mixed with the malodor-causing substance, and the change value of the responsiveness is calculated and obtained in the same manner as in the step (iii).
(V) It is characterized by including a step of selecting a test substance having a reduced value of the step (iv) as compared with the step (iii) as a candidate substance of a stink suppressing material.

The above screening method comprises a group consisting of proteins (polypeptides) that include the olfactory receptor OR2L3 and the amino acid sequence having 80% or more identity with the amino acid sequence of OR2L3 and that are responsive to malodor-causing substances. Using the responsiveness of the test substance to the selected olfactory receptor as an index, a candidate substance for the malodor control material is selected from the test substances.

It is generally known that one type of odorant activates a plurality of olfactory receptors, resulting in emotions and behaviors such as likes and dislikes, attraction and repulsion, and Non-Patent Document 1 (Nature Communications 10: 209). According to 2019)), it is shown that the "quality" of odor is defined for each olfactory receptor. After measuring the OR2L3 response to hundreds of odorous substances and diligently examining and consolidating them, OR2L3 was associated with malodor recognition corresponding to dislike and repellent because the substances responding to OR2L3 contained a certain number of malodorous substances. .. From this, by evaluating the responsiveness of the test substance to the olfactory receptor OR2L3, it is possible to select a candidate substance from the test substances that can prevent the malodor-causing substance from binding to the olfactory receptor. ..
In the present specification, the “test substance” is not particularly limited, but refers to a subject for investigation of a stink suppressing effect, and refers to a compound, a composition or a mixture. Further, in the present specification, the "foul odor suppressing material" is not particularly limited, but refers to a compound, composition or mixture capable of suppressing a bad odor. Hereinafter, each step of the screening method used in the present invention will be described.

<Step (i)>
In step (i), it is selected from the group consisting of OR2L3 and a protein (polypeptide) containing an amino acid sequence having 80% or more identity with the amino acid sequence of OR2L3 and exhibiting responsiveness to an odor-causing substance. The olfactory receptor is brought into contact with the malodor-causing substance, and the response of the olfactory receptor to the malodor-causing substance is measured.

The olfactory receptor is selected from the group consisting of OR2L3 and a protein (polypeptide) that contains an amino acid sequence having 80% or more identity with the amino acid sequence of OR2L3 and is responsive to malodor-causing substances. The olfactory receptor is used.
OR2L3 is a protein (polypeptide) registered in GenBank as NМ_001004687 and consisting of an amino acid sequence (SEQ ID NO: 2) encoded by the DNA of the base sequence shown in SEQ ID NO: 1.
Since the olfactory receptor OR2L3 selectively responds to certain malodorous substances typified by skatole, it is expected that the screening method using OR2L3 can contribute to the development of malodor control materials.

The olfactory receptor contains an amino acid sequence having 80% or more, preferably 85% or more, more preferably 90% or more, still more preferably 95% or more, and particularly preferably 98% or more identity with the amino acid sequence of OR2L3. In addition, an olfactory receptor selected from the group consisting of proteins (polypeptides) that are responsive to malodor-causing substances may be used. In the present specification, the sequence identity of the amino acid sequence is calculated by a BLAST search algorithm (publicly available from NCBI).
The olfactory receptor may be used alone or in combination of two or more.

In the present invention, the malodor-causing substance is at least one of fecal odor, body odor, tobacco odor, halitosis, or musty odor represented by skatole, indole, α-turpineol, 4-turpineol or p-methylacetophenone. Refers to an OR2L3 responsive compound, composition or mixture that causes discomfort to humans.

In the present invention, the method of contacting the olfactory receptor with the malodor-causing substance and measuring the response of the olfactory receptor to the malodor-causing substance is not particularly limited. For example, the response of the olfactory receptor may be measured by contacting it with a malodor-causing substance on cells isolated from a living body expressing the olfactory receptor, or the olfactory receptor may be artificially expressed by genetic manipulation. The olfactory receptor response may be measured by contacting the cells with the malodor-causing substance. The time for contacting the olfactory receptor with the malodor-causing substance cannot be unequivocally determined because it depends on the concentration of the malodor-causing substance and the measuring method. In the method, it takes 0 to 4 hours, preferably 2 to 4 hours, and in the calcium imaging method, it takes about several seconds to several minutes.

Cells in which the olfactory receptor is artificially expressed by genetic manipulation can be produced by transforming the cell with a vector incorporating a gene encoding the olfactory receptor.

In a preferred embodiment of the present invention, the N-terminal 20 amino acid residue of bovine rhodopsin may be incorporated together with the olfactory receptor. By incorporating the N-terminal 20 amino acid residue of bovine rhodopsin, the cell membrane expression of the olfactory receptor can be promoted.
Bovine rhodopsin is registered with GenBank as NM_001014890. Usyrhodopsin is a protein (polypeptide) consisting of an amino acid sequence (SEQ ID NO: 4) encoded by the DNA of the 1st to 1047th sequences of the base sequence shown in SEQ ID NO: 3.
Further, instead of bovine rhodopsin, the identity with the amino acid sequence shown in SEQ ID NO: 4 is 80% or more, preferably 85% or more, more preferably 90% or more, still more preferably 95% or more, and particularly preferably 98% or more. A protein (polypeptide) containing an amino acid sequence having the above and capable of promoting the expression of the cell membrane of the olfactory receptor may be used.
In addition, as long as it can promote the expression of the cell membrane of the olfactory receptor, not only bovine rhodopsin but also amino acid residues of other proteins (polypeptides) may be used.

The method for measuring the response of the olfactory receptor is not particularly limited, and any method used in the art can be used. For example, when an aroma compound binds to an olfactory receptor, it activates intracellular G proteins, which activate adenylate cyclase to convert ATP to cyclic AMP (cAMP), reducing the amount of intracellular cAMP. It is known to increase. Therefore, the response of the olfactory receptor can be measured by measuring the amount of cAMP. As a method for measuring the amount of cAMP, an ELISA method, a reporter gene assay method, or the like is used. Above all, it is preferable to measure the response of the olfactory receptor by a reporter gene assay method using a luminescent substance such as luciferase.

<Process (ii)>
In step (ii), the response of the olfactory receptor used in step (i) is measured in the absence of the malodor-causing substance.
As a method for measuring the response of the olfactory receptor, the same method as the method shown in step (i) can be used except that the olfactory receptor and the malodor-causing substance are not brought into contact with each other. For example, the response of the olfactory receptor may be measured on a cell isolated from a living body expressing the olfactory receptor, or the olfactory receptor may be artificially expressed on a cell in which the olfactory receptor is artificially expressed. The response of the body may be measured. In order to appropriately compare the measurement results in the steps (i) and (ii), the measurement conditions in the steps (i) and (ii) are preferably the same except for the presence or absence of contact with the malodor-causing substance.

<Process (iii)>
In the step (iii), the measurement results in the steps (i) and (ii) are compared, and the change value of the responsiveness is calculated and obtained.
According to one embodiment of the present invention, the change in responsiveness may be evaluated using the Mold Increase value obtained by dividing the measurement result in the step (i) by the measurement result in the step (ii) as an index. For example, when the response of the olfactory receptor is measured by a reporter gene assay method using a luminescent substance such as luciferase, the cause of malodor having a concentration of preferably 2 or more, more preferably 4 or more, and further preferably 10 or more. The substance can be used for evaluation.

<Process (iv)>
In the step (iv), the test substance is mixed with the malodor-causing substance in the step (i), and the change value of the responsiveness is calculated and obtained in the same manner as in the step (iii).

<Step (v)>
In the step (v), a test substance having a reduced value in the step (iv) as compared with the step (iii) is selected as a candidate substance for the malodor suppressing material.
In the present invention, when the measurement results in the step (iii) and (iv) are compared and a decrease in the change value of the responsiveness is observed, the test substance used in the step (iv) is used as a candidate substance for the malodor suppressing material. Can be evaluated.

As described above, a candidate substance for a stink control material can be screened from the test substances. According to the above screening method, a candidate substance for a stink-suppressing material can be selected from a large number of test substances without causing problems such as olfactory fatigue due to sensory evaluation performed by human sense of smell and individual differences.
The selected substance can be used as a candidate substance for a stink control material. It is also possible to develop a new compound having an optimum odor by modifying the selected substance as necessary based on the selected substance. Furthermore, it is also possible to blend the selected substance with other fragrance materials to suppress bad odors and develop a fragrance material having an optimum odor. By using the above screening method, it is possible to contribute to the development of a new fragrance material as a stink suppressing material.

2. 2. Fragrance composition By using the above screening method, an appropriate odor suppressing material can be efficiently selected according to the substance causing the odor, and by using the odor suppressing material as an active ingredient, a fragrance having a desired odor suppressing effect. A composition (also referred to as a "foul odor suppressing composition") can be obtained.
In one embodiment of the present invention, the fragrance composition of the present invention contains at least one selected from the following group (A) as an active ingredient.
Further, in a preferred embodiment of the present invention, the fragrance composition of the present invention contains at least one selected from the following two groups (A) and (B) as an active ingredient. ..
Here, the group (A) is a group of antagonist candidate compounds that suppress the response of OR2L3 found as a stink suppressing material by the above screening method. On the other hand, the group (B) is a compound group that does not show the effect of suppressing the response of OR2L3 in the above screening method, but can exert the effect of enhancing the stink suppressing effect of the group (A) when used in combination with the group (A). be.

Group (A) includes methylfencol (Humesether®), ethyl 3-mercapto-2-methylbutyrate (Guavacoa®), dimethyl-2- (1-phenylethyl) cyclopropylmethanol ( Pan prefix (registered trademark)), 5-cyclohexadecenenone (umbreton (registered trademark)), 1- (2,2,6-trimethylcyclohexyl) hexane-3-ol (dextranver (registered trademark)), 2-methyl -4- (2,2,3-trimethyl-3-cyclopentenyl) -2-buten-1-ol (Hinginol®), p-mentor-8-thiol-3-one (Ringonol®) )), Cardamon oil, clary sage oil, mandarin oil, spearmint oil and the like.
The blending amount of the group (A) in the fragrance composition of the present invention is not limited depending on the product and the fragrance tone, but is preferably about 0.000001 to 50% by mass, and for example, 0.0001 to 50% by mass. The preferred blending amount of the group (A) also depends on the threshold value.
For example, a compound having a low threshold value such as Guavacoa (registered trademark) and Ringonol (registered trademark) is preferably 0.000001% by mass or more, more preferably 0.00001 to 0.1% by mass, and 0.00001 to 0.00001% by mass. It is more preferably 0.001% by mass. For example, 0.00001% by mass or more is preferable, the range of 0.0001 to 1% by mass is more preferable, and 0.0001 to 0.01% by mass is further preferable.
Other umbrellas (registered trademark), dextran bar (registered trademark), clary sage oil and the like are preferably 0.01% by mass or more, more preferably 0.1 to 50% by mass, and 0.1 to 20% by mass. Is even more preferable. For example, 0.1% by mass or more is preferable, the range of 0.1 to 50% by mass is more preferable, and 0.1 to 20% by mass is further preferable.

Group (B) includes methyl-2-noninoate, p-menta-1,8-dien-7-ar, 2-phenylpropanol, ethylamylketone, cis-2-methyl-4-propyl-1,3-. Oxathian, Ethyl Hexanoate, Ethyl 2-methylvalerate, Tetrahydro-4-methyl-2- (2-methylpropenyl) -2H-pyran, (2S, 4R) -Tetrahydro-4-methyl-2- (2-methyl) Propenyl) -2H-pyran, allyl hexaneate, isoamyl acetate, 3-methyl-2- (cis-2-pentenyl) -2-cyclopenten-1-one, cis-3-hexenyl acetate (cis-3-hexenyl acetate) , Plenyl acetate, 2-methoxynaphthalene, cis-3-hexene-1-ol, ethyl isovalerate, grapefruit oil, chamomile oil, lime oil, galvanum oil, citronella oil, peppermint oil, eucalyptus oil, nutmeg oil, and coriander Examples include oil.
The blending amount of the group (B) in the fragrance composition of the present invention is not limited depending on the product and the fragrance tone, but is preferably about 0.0001 to 50% by mass, for example, 0.001 to 50% by mass, and 0. The range of 001 to 30% by mass is more preferable, and 0.01 to 20% by mass is further preferable.

When group A and group B are used together, group A: group B (mass basis) is 0.0005%: 99.9995% to 50% when group A is a compound with a low threshold such as Guavacoa (registered trademark). : 50% is preferable, 1%: 99% to 40%: 60% is more preferable, and 10%: 90% to 30%: 70% is even more preferable. When group A is like clary sage oil, group A: group B (mass basis) is preferably 1%: 99% to 99%: 1%, and 10%: 90% to 90%: 10%. More preferably, it is more preferably 30%: 70% to 70%: 30%.

The fragrance composition of the present invention is suitably used as a fragrance composition for suppressing stinks.
According to a preferred embodiment of the present invention, the fragrance composition containing the above groups A and B is selected from at least one selected from the group consisting of skatole, indole, α-turpineol, 4-turpineol, and p-methylacetophenone. It suppresses the discomfort of at least one of the constituent malodors such as fecal odor, body odor, tobacco odor, halitosis, and musty odor.

The fragrance composition of the present invention comprises a known fragrance or a commonly used additive as described below, within a range that does not impair the effects of the present invention, that is, fecal odor, body odor, tobacco odor, halitosis, and musty odor. It is possible to formulate within a quantitative and qualitative range that can eliminate the discomfort associated with at least one type of malodor selected from the group.

Examples of known fragrances include, for example, hydrocarbons such as α-pinene, limonene, sedren; aliphatic saturated or unsaturated alcohols such as 1-octen-3-ol, nonanol; myrcenol, tetrahydrolinalol, nerol and the like. Saturated or unsaturated chain terpene alcohols; cyclic terpene alcohols such as isopregol, bornylmethoxycyclohexanol; sesquiterpene alcohols such as farnesol; aromatic alcohols such as γ-phenylpropyl alcohol and dimethylbenzylcarbinol; aliphatic aldehydes, terpenes Fats such as system aldehydes, aromatic aldehydes, iso-e-super (7-acetyl-1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethylnaphthalene) Group ketones; terpene-based cyclic ketones, cyclic ketones, aliphatic esters, acetic acid esters, propionic acid esters, butyric acid esters, benzoic acid esters, phenylacetic acid esters, salicylic acid esters, anthranilic acid esters and the like can be mentioned. The blending amount of these known fragrances in the present fragrance composition can be appropriately selected depending on the type and purpose of the fragrance to be blended, and is not particularly limited.

The fragrance composition of the present invention can be blended into cosmetics and the like together with conventional additives according to its form and dosage form.

Examples of conventional additives include known ultraviolet absorbers; refreshing agents such as menthol and methylsalicylate; and skin stimulants such as togarashitinki and nonylvanillylamide. The blending amount of these conventional additives is not particularly limited, but is generally in the range of 0.005 to 5.0% by mass with respect to the entire fragrance composition of the present invention.

3. 3. Products containing fragrance composition Examples of products containing the fragrance composition of the present invention include fragrance products, cosmetics, basic cosmetics, finishing cosmetics, hair cosmetics, tanning cosmetics, medicated cosmetics, hair care products, soaps, body cleansers, and baths. Agents, laundry detergents, clothing soft finishes, cleaning agents, kitchen detergents, bleaching agents, aerosol agents, deodorant / fragrance agents, repellents, miscellaneous goods, etc.
For example, fragrance products include perfumes, eau de parfum, eau de toilette, eau de toilette, etc .; basic cosmetics include face wash cream, vanishing cream, cleansing cream, cold cream, massage cream, milky lotion, lotion, serum, facial mask, makeup remover, etc. Such;
For finishing cosmetics, foundations, lipsticks, lip balms, etc .; For hair cosmetics, hair styling, hair liquids, hair sprays, etc.;
As tanning cosmetics, suntan products, sunscreen products, etc .;
Examples of medicated cosmetics include antiperspirants, after-shaving lotions and gels, permanent wave agents, medicated soaps, medicated shampoos, medicated skin cosmetics, and the like.
Hair care products include shampoos, conditioners, rinse-in shampoos, conditioners, treatments, hair packs, etc .;
As soap, cosmetic soap, bath soap, etc .;
Body cleansers include body soap, body shampoo, hand soap, etc .;
Bath salts include bath salts (bath salts, bath tablets, bath liquids, etc.), foam baths (bubble baths, etc.), bath oils (bath perfumes, bath capsules, etc.), milk baths, bath jelly, bath cubes, etc. And so on.

Detergents include heavy laundry detergents, light laundry detergents, liquid detergents, laundry soaps, compact detergents, powder soaps, etc.;
Fabric softeners include softener, furnicia care, etc .;
Cleaning agents include cleansers, house cleaners, toilet cleaners, bathroom cleaners, glass cleaners, mold removers, drain pipe cleaners, etc .;
Kitchen detergents include kitchen soaps, synthetic kitchen soaps, dishwashing detergents, etc .;
Examples of bleaching agents include oxidized bleaching agents (chlorine-based bleaching agents, oxygen-based bleaching agents, etc.), reducing bleaching agents (sulfur-based bleaching agents, etc.), optical bleaching agents, etc.;
As aerosol agents, spray type, powder spray, etc .;
Deodorants and fragrances include solid type, gel type, liquid type, etc .;
Examples of miscellaneous goods include various forms such as tissue paper and toilet paper.

The content of this fragrance composition in these products can be appropriately selected depending on the product form and purpose, and is not particularly limited, but is in the range of 0.01 to 100% by mass based on the mass of the product. Is preferable, and more preferably 0.05 to 50% by mass, still more preferably 0.1 to 20% by mass. For example, the content of the fragrance composition may be in the range of 0.01 to 30% by mass based on the mass of the product.

When the fragrance composition of the present invention is used in the above product, it is in a state as it is, or in a liquid state in which these are dissolved in polyhydric alcohols such as alcohols, propylene glycol and glycerin; a surfactant, for example, Solubilized or dispersed state solubilized or dispersed with nonionic surfactant, anionic surfactant, cationic surfactant, amphoteric surfactant, etc .; or microcapsules obtained by treatment with encapsulant State, etc .; Any shape is selected and used according to the purpose.

Further, the fragrance composition may be used by being encapsulated with an inclusion agent such as cyclodextrin to stabilize and release the fragrance composition. These are suitable for the form of the final product, for example, liquid, solid, powder, gel, mist, aerosol, etc., and are appropriately selected and used.

Furthermore, although it is not an odorant in itself, it is used as a profession capable of releasing the fragrance composition under conditions of use / application. In this case, the blending amount of the present fragrance composition is not particularly limited, but is generally in the range of 0.001 to 20.0% by mass with respect to the entire product.

4. Method for Suppressing Offensive Odor By using the fragrance composition of the present invention, at least one type of offensive odor selected from the group consisting of fecal odor, body odor, tobacco odor, halitosis, and musty odor can be suppressed.
That is, the present invention applies the fragrance composition of the present invention to suppress the malodor of at least one selected from the group consisting of fecal odor, body odor, tobacco odor, halitosis, and musty odor. It provides a method for suppressing at least one stink selected from the group consisting of fecal odor, body odor, tobacco odor, halitosis, and musty odor.
The method of applying the fragrance composition of the present invention to stinks is not particularly limited. For example, by using a product containing the fragrance composition, the fragrance composition of the present invention can be applied to stinks. The method of use can be appropriately selected according to the form of the product.

Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. Unless otherwise stated, the description of composition ratio and dilution concentration is shown on a mass basis.

[Example 1]
<Confirmation that the olfactory receptor OR2L3 responds to malodor-causing substances>
(1) Cloning of olfactory receptor gene The human olfactory receptor gene was obtained by cloning from Human Genometric DNA: Female (Promega) by the PCR method based on the sequence information registered in GenBank. A human olfactory receptor gene expression vector was obtained by incorporating the N-terminal 20 amino acid residue of bovine rhodopsin into the pME18S vector and further incorporating the obtained human olfactory receptor gene downstream thereof.
(2) Expression of olfactory receptor gene in HEK293T cells Human olfactory receptor gene expression vector 0.05 μg, RTP1S vector 0.01 μg, firefly luciferase vector pGL4.29 (Promega) 0.01 μg containing cAMP response sequence promoter, And 0.005 μg of the sea urchin cercipherase vector pGL4.74 (Promega) containing the thymidin kinase promoter was dissolved in 10 μL of Opti-MEM I (gibco) to prepare a gene solution (for one hole). 100 μL of HEK293T cells were seeded on a 96-well plate (Biocoat, Corning) at a cell number reaching confluence after 24 hours, and a gene solution was added to each hole by the lipofection method according to the usage of Lipofectamine 3000, and the gene was added to the cells. The cells were introduced and cultured at 37 ° C. in a 5% carbon dioxide atmosphere for 24 hours.
(3) Luciferase Reporter Gene Assay After removing the culture solution, add 50 μL each prepared in CD293 (gibco) medium (20 μM L-glutamine added) so that the concentration is such that the aroma compound used as a sample is measured. After time stimulation, luciferase activity was measured according to the method of use of Dual-Luciferase Reporter Assay System (Promega). The response intensity of the olfactory receptor was expressed by the Fold Increase value obtained by dividing the luciferase activity generated by the stimulation of the aroma compound by the luciferase activity generated in the test system containing no aroma compound.
(4) Identification of olfactory receptors that respond to malodorous substances
Responses of skatole, indole, α-turpineol, 4-turpineol or p-methylacetophenone to the olfactory receptor OR2L3 as representatives of malodor-causing substances were measured at various concentrations by the luciferase reporter gene assay. The results are shown in FIGS. 1 to 5, respectively. OR2L3 showed a concentration-dependent response to various malodor-causing substances. On the other hand, no response was seen in the Mock test (using cells not expressing OR2L3). That is, it was shown that OR2L3 specifically responds to various malodor-causing substances.

[Example 2]
<Evaluation of the response suppression effect of OR2L3 on stink control materials>
For group A, the effect of suppressing the response of OR2L3, which showed a strong response to stink, was measured by the luciferase reporter gene assay. In the luciferase reporter gene assay, the Fold Increase value in the test in which skatole and guabacoa (registered trademark) were mixed and the Fold Increase value in the test in which guava core was not mixed was set to 1 was set to 1. The ratio was calculated. The results are shown in FIG. The effect of guabacoa on reducing the response of OR2L3 to skatole in a concentration-dependent manner was shown.
The same test was conducted by replacing guabacoa in the evaluation of the response-suppressing effect of this OR2L3 with dextran bar (registered trademark). The results are shown in FIG. The effect of reducing the response of OR2L3 to dextran bar skatole in a concentration-dependent manner was shown. Similarly, Guavacoa was replaced with Hingenol® and tested. The results are shown in FIG. The effect of reducing the response of OR2L3 to skatole of hingenol in a concentration-dependent manner was shown.
The same test was carried out by replacing the stink of the evaluation of the response suppressing effect of this OR2L3 with indole from skatole. The results when Group A was changed to Guavacoa, Dextran Bar, or Hingenol, respectively, are shown in FIGS. 9 to 11, respectively. The effect of reducing the response of OR2L3 to indole of guabacoa, dextran bar, and hingenol in a concentration-dependent manner was shown.
The evaluation of the response-suppressing effect of this OR2L3 was also carried out in a combination in which guabacoa was replaced with other group A and skatole was replaced with α-turpineol, 4-turpineol or p-methylacetophenone. In each case, Group A showed the effect of reducing the response of each malodor of OR2L3 in a concentration-dependent manner.

[Example 3]
<Evaluation of stink suppression ability of group A>
The ability of the test substance having the receptor activity inhibitory activity to suppress stinks was confirmed by sensory evaluation. As for the offensive odor, 10 μL of skatole diluted 100-fold with triethyl citrate or 100-fold diluted indole was added dropwise, and a cotton ball containing 1 μL of the test substance was placed in a plastic bottle (OZO-40 manufactured by Takemoto Yohki Co., Ltd.). The bottle was allowed to stand at room temperature for 1 hour to sufficiently volatilize the odor molecules into the bottle. The sensory evaluation test was conducted by 20 panels, and the intensity of the odor when the malodor was dropped alone was set to 8, and the intensity of the malodor when the test substances were mixed was set to 0 (no offensive odor) to 10 (very bad odor). I feel a strong stink). The average value was calculated from the obtained values. The results are shown in Table 1.
Humes ether®, which suppresses the skatole response of OR2L3, significantly suppressed the intensity of the skatole odor. This suppression of skatole was remarkable as compared with the case of using a control substance (4-t-butylcyclohexanol, hexyl salicylate) that did not suppress the skatole response of OR2L3. As a result of investigating indole, the intensity of skatole odor was also suppressed by fumes ether. It should be noted that other substances that suppress the response of OR2L3 (guavacoa, bread prefix, umbrellaton, dextran bar, hingenol, applenol (all registered trademarks), cardamon oil, clary sage oil, mandarin oil, spearmint oil) also suppress bad odors. When the effect was verified, it became clear that each substance suppresses each malodor.

[Example 4]
<Evaluation of malodor suppression ability by combination of group A and group B>
Perfume compositions of perfumes 1-41 were prepared according to the formulations shown in Tables 2-6 below. DPG in the table indicates dipropylene glycol. Group B was divided into 5 groups as shown in Table 7, each of which was group B 1 to group 5, and was added to the fragrance composition. The method of dividing the group and the ratio within the group are arbitrary and are not limited by Table 7. The floral fruity bases in Tables 2-6 were prepared according to Table 8.
For these fragrance compositions, the ability to suppress malodor was confirmed by sensory evaluation. The stink was a 100-fold dilution of model fecal odor (Lin et al., Environ. Sci. Technol., 2013, 47 (14), pp7876-7882) containing skatole, indole, butyric acid, p-cresol and dimethyl trisulfide. A cotton ball in which 10 μL of the product was dropped and 1 μL of the fragrances 1 to 41 were dropped was placed in a plastic bottle (OZO-40 manufactured by Takemoto Container). The bottle was allowed to stand at room temperature for 1 hour to sufficiently volatilize the odor molecules into the bottle. The sensory evaluation test was conducted by 20 panels, and the discomfort when the stink was dropped alone was set to -3, and the discomfort when the test substance was mixed was changed from -4 (extremely unpleasant) to +4 (extremely pleasant). evaluated. The average value was calculated from the obtained values. The results are shown in Tables 2-6.
The perfume composition containing Humes Ether®, which suppresses the response of OR2L3, suppressed the discomfort of the model fecal odor. Furthermore, it was clarified that when used in combination with Group B 1, it showed a more excellent effect of suppressing model fecal odor. The suppression of this model fecal odor was remarkable as compared with the case of mixing the control substance (4-t-butylcyclohexanol, hexyl salicylate). It should be noted that other substances that suppress the response of OR2L3 (guavacoa, bread prefix, umbrellaton, dextran bar, hingenol, applenol (all registered trademarks), cardamon oil, clary sage oil, mandarin oil, spearmint oil) also suppress bad odors. As a result of verifying the effect, it was clarified that all the substances suppressed the unpleasantness of each stink and further had a further suppressing effect when used in combination with Group B1.
The same verification was carried out by replacing the B group 1 of this verification with the B group 2. As a result, it was clarified that, as in the case of using B group 1, when used in combination with B group 2, it shows a better effect of suppressing the discomfort of the model fecal odor.
When B group 1 was replaced with B groups 3, 4, and 5 and the same verification was performed, as in the case of using B group 1, when both were used in combination with B group, a better model fecal odor discomfort. It was clarified that it shows a suppressive effect on dung.

[Example 5]
<Gel fragrance>
A floral fruity fragrance composition containing 0.01% of Humes Ether (registered trademark) and 1.5% of B group 1 (fragrance 2 in Table 2) is used as a fragrance composition, and a gel is prepared according to the formulation shown in Table 9 below. The fragrance was produced by a conventional method. A gel fragrance was also produced by a conventional method in a fragrance composition having a formulation in which fumes ether was replaced with any compound of group A and group B was replaced with any compound of group B.

[Example 6]
<Body soap>
A body soap was produced by a conventional method using a citrus-like fragrance composition containing 0.0001% of Guavacoa (registered trademark), 1.5% of B group 3 and a citrus base as a balance. Table 10 shows the citrus-based formula and Table 11 shows the body soap formula. A body soap was also produced by a conventional method in a fragrance composition prepared by substituting Guavacoa with any compound of Group A and Group B with any compound of Group B.

[Example 7]
<Liquid softener>
A liquid softener was produced by a conventional method using a floral balsamic fragrance composition containing 0.005% of bread prefix (registered trademark), 5% of B group 4 and a floral balsamic base as a balance. Table 12 shows the floral balsamic-based formulations, and Table 13 shows the liquid softener formulations. A liquid softener was also produced by a conventional method in a fragrance composition having a formulation in which the bread prefix was replaced with any compound of group A and the group B was replaced with any compound of group B.

It is expected that the fragrance composition of the present invention can contribute to the reduction of the discomfort of at least one of fecal odor, body odor, tobacco odor, halitosis, and musty odor.

Claims (9)

OR2L3, and at least one olfactory receptor polypeptide selected from the group consisting of polypeptides having an amino acid sequence having at least 80% identity with the amino acid sequence of OR2L3 and exhibiting responsiveness to malodor-causing substances. A fragrance composition containing a fragrance component that suppresses the response intensity to the above-mentioned malodor-causing substance.
The fragrance composition according to claim 1, wherein the fragrance composition is composed of at least one malodor-causing substance selected from the group consisting of skatole, indole, α-turpineol, 4-turpineol, and p-methylacetophenone. The fragrance composition according to claim 1 or 2, wherein the malodor is at least one selected from the group consisting of fecal odor, body odor, tobacco odor, halitosis, and musty odor. 13. Fragrance composition. The fragrance composition according to any one of claims 1 to 4, wherein the fragrance component contains at least one selected from the group consisting of the following group A.
Group A: Methylfencol, 3-mercapto-2-methylbutyrate ethyl, dimethyl-2- (1-phenylethyl) cyclopropylmethanol, 5-cyclohexadecenenone, 1- (2,2,6-trimethylcyclohexyl) hexane -3-ol, 2-methyl-4- (2,2,3-trimethyl-3-cyclopentenyl) -2-butene-1-ol, p-mentor-8-thiol-3-one, cardamon oil, clary sage Oil, mandarin oil, spare mint oil The fragrance composition according to claim 5, wherein the fragrance component further contains at least one selected from the group consisting of the following group B.
Group B: Methyl-2-noninoate, p-menta-1,8-dien-7-ar, 2-phenylpropanol, ethylamylketone, cis-2-methyl-4-propyl-1,3-oxatian, hexane Ethyl acid, ethyl 2-methylvalerate, tetrahydro-4-methyl-2- (2-methylpropenyl) -2H-pyran, (2S, 4R) -tetrahydro-4-methyl-2- (2-methylpropenyl)- 2H-pyran, allyl hexaneate, isoamyl acetate, 3-methyl-2- (cis-2-pentenyl) -2-cyclopenten-1-one, cis-3-hexenyl acetate, prenyl acetate, 2-methoxynaphthalene, cis- 3-Hexen-1-ol, ethyl isovalerate, grapefruit oil, chamomile oil, lime oil, galvanum oil, citronella oil, peppermint oil, eucalyptus oil, nutmeg oil, coriander oil The fragrance composition according to claim 6, which contains 0.000001 to 50% by mass of the fragrance component of group A and 0.0001 to 50% by mass of the fragrance component of group B. A product containing 0.01 to 100% by mass of the fragrance composition according to any one of claims 1 to 7. Apply the fragrance composition according to any one of claims 1 to 7 to at least one stink selected from the group consisting of fecal odor, body odor, tobacco odor, halitosis, and musty odor. A method for suppressing at least one stink selected from the group consisting of fecal odor, body odor, tobacco odor, halitosis, and musty odor, which comprises suppressing.

Images